3-ISOCYANATOPYRIDINE

Base Information

• Chemical Name: 3-ISOCYANATOPYRIDINE
• CAS No.: 15268-31-2
• Molecular Formula: C6H4N2O
• Molecular Weight: 120.111
• Hs Code.: 2933399090
• European Community (EC) Number: 675-213-0
• DSSTox Substance ID: DTXSID00375184
• Nikkaji Number: J1.587.220I
• Mol file: 15268-31-2.mol

Synonyms:Isocyanicacid, 3-pyridyl ester (8CI);(Pyridin-3-yl)isocyanate;3-Isocyanatopyridine;3-Pyridyl isocyanate;

Chemical Property of 3-ISOCYANATOPYRIDINE

Chemical Property:

• Boiling Point: 181.9 °C at 760 mmHg
• PKA: 3.75±0.10(Predicted)
• Flash Point: 63.8 °C
• PSA: 42.32000
• Density: 1.12 g/cm³
• LogP: 1.04890
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 120.032362755
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Pyridyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CN=C1)N=C=O
• Uses: 3-Pyridyl Isocyanate is used in the preparation of diarylurea derivatives. These derivatives are useful as IDH2 mutant inhibitors for the treatment of cancer.

Technology Process of 3-ISOCYANATOPYRIDINE

There total 10 articles about 3-ISOCYANATOPYRIDINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

nicotinoyl azide (4013-72-3) → 3-Pyridyl isocyanate (15268-31-2)

Guidance literature:

In benzene; at 70 - 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02537

Reference yield: 30.0%

[bis(acetoxy)iodo]benzene (3240-34-4) + nicotinamide (98-92-0,1255150-40-3) → N-(pyridin-3-yl)acetamide (5867-45-8) + 3-Pyridyl isocyanate (15268-31-2)

Guidance literature:

In acetonitrile; at 0 ℃; for 0.0833333h; Sealed tube;

DOI:10.1039/d1nj03160k

Reference yield:

nicotinic acid (59-67-6) → 3-Pyridyl isocyanate (15268-31-2)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In toluene; at 20 - 80 ℃;

DOI:10.1021/jm980576n

upstream raw materials:

nicotinoyl azide

pyridin-3-ylamine

bis(trichloromethyl) carbonate

nicotinic acid

Downstream raw materials:

C₁₄H₁₅N₃O

1-[8-(2-benzyloxy-ethyl)-2-furan-2-yl-8H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-yl]-3-pyridin-3-yl-urea

Refernces

• 1、 Ghosh, Kumaresh,Panja, Santanu,Bhattacharya, Subratanu. "Naphthalene linked pyridyl urea as a supramolecular gelator: a new insight into naked eye detection of I- in the gel state with semiconducting behaviour". . p. 72772 - 72779. Retrieved 2015.
• 2、 Iyengar, Bhashyam S.,Dorr, Robert T.,Alberts, David S.,Hersh, Evan M.,Salmon, Sydney E.,Remers, William A.. "Novel antitumor 2-cyanoaziridine-1-carboxamides". . p. 510 - 514. Retrieved 1999.
• 3、 Liu, Qian,Qin, Yuanyuan,Lu, Yan,Wentrup, Curt,Zeng, Xiaoqing. "Spectroscopic Characterization of Nicotinoyl and Isonicotinoyl Nitrenes and the Photointerconversion of 4-Pyridylnitrene with Diazacycloheptatetraene". . p. 3793 - 3801. Retrieved 2019.
• 4、 Singha, Netai C.,Sathyanarayana, Dixit N.. "1H and 13C NMR spectra of some unsymmetric N,N′-dipyridyl ureas: Spectral assignments and molecular conformation". . p. 157 - 162. Retrieved 1997.
• 5、 Naranthatta, Mili C.,Das, Deepika,Tripathy, Debakanta,Sahoo, Himansu S.,Ramkumar, Venkatachalam,Chand, Dillip K.. "Consequence of presence and absence of π-clouds at strategic locations of designed binuclear Pd(II) complexes on packing: Self-assembly of self-assembly by intermolecular locking and packing". . p. 6012 - 6022. Retrieved 2012.
• 6、 Hunjan, Mandeep Kaur,Laha, Joydev K.,Singh, Neha. "Synthesis of unsymmetrical urea from aryl- or pyridyl carboxamides and aminopyridines using PhI(OAc)2via in situformation of aryl- or pyridyl isocyanates". . p. 18815 - 18823. Retrieved 2021/10/26.